Highly diastereoselective heterogeneously catalyzed hydrogenation of enamines for the synthesis of chiral beta-amino acid derivatives.
J Am Chem Soc
; 126(10): 3048-9, 2004 Mar 17.
Article
em En
| MEDLINE
| ID: mdl-15012124
ABSTRACT
Pure (Z)-enamines readily prepared from beta-ketoesters and amides using (S)-phenylglycine amide were hydrogenated with very high diastereoselectivities (up to 2001) using heterogeneous catalysis. Hydrogenolytic cleavage of the (S)-phenylglycine amide afforded the corresponding chiral beta-aminoesters and amides. The high geometrical purity of the (Z)-enamine and a simple activation procedure for the PtO2 catalyst are essential in achieving high selectivity.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Aminas
/
Aminoácidos
Idioma:
En
Ano de publicação:
2004
Tipo de documento:
Article